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30 Sep - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Chesterfield hotels

A Hampton Inn hotel with a flagpole, clear signage, and a well-maintained lawn.
A hotel room with a large bathtub, a bedside table with a phone, and a neatly made bed.
A gym with a treadmill, elliptical, and weights. There is a wall with a hexagonal pattern and a shelf with towels.
A kitchen with a granite countertop, stainless steel sink, black coffee maker, and a microwave.

1. Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield
Litchfield
United States
Aimee
SAR 430
SAR 472 total
includes taxes & fees
24 Oct - 25 Oct
Hampton Inn by Hilton Litchfield
A hotel room with two beds, a desk, a TV, and a window.
A two-story hotel with a brick facade, large windows, and a covered entrance area.
A conference room with multiple tables, chairs, and water bottles.
Two white stacked washer and dryer units in a laundry room.

2. Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville
Jerseyville
United States
Dave
SAR 399
SAR 443 total
includes taxes & fees
25 Oct - 26 Oct
Super 8 by Wyndham Jerseyville
A narrow hallway with patterned wallpaper, a red object on the floor, and a door at the end.
A two-story building with a green facade and a sign that reads "Carlin Villa Motel".
A reception desk with a potted plant, a framed picture, and shelves with various bottles.
A room with a desk, a lamp, a telephone, and a window with curtains.

3. Carlin Villa Motel

Carlin Villa Motel
Carlinville
United States
Roger
SAR 274
SAR 304 total
includes taxes & fees
4 Oct - 5 Oct
Carlin Villa Motel
A modern living room with patterned carpet, two sofas, a coffee table, and a TV.
A hotel room with two beds, a cityscape mural, a lamp, and a patterned bedspread.
A hotel lobby with a reception desk, a chandelier, and a patterned carpet.
A living room with two floral-patterned sofas, a small white armchair, a red armchair, a green armchair, and a glass coffee table with a floral centerpiece.

4. Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton
Staunton
United States
Shelby
SAR 290
SAR 322 total
includes taxes & fees
14 Oct - 15 Oct
Super 8 by Wyndham Staunton
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Top Chesterfield Hotel Reviews

Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

8/10 Good
"It was a good location and served our needs for a night"
Shelby 1-night trip
Posted 1 day ago
Super 8 by Wyndham Staunton
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

10/10 Excellent
"Beautiful home, everything you need to feel at home. Communication was easy with quick responses! Highly recommend!"
Beth A. 7-night trip
Posted 2 days ago
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

10/10 Excellent
"We typically stay in Litchfield hotels when visiting Carlinville for Blackburn College's homecoming, but wanted something closer. Having stayed in Vrbo properties on vacations, we looked for one in C-ville and were so happy we did!! The 3rd-floor, spacious loft above a storefront was exquisite! The owners have made the most of the historic arched windows that overlook the downtown square, wood floors and high ceilings, with both the furniture placement and lighting. The furniture and decor was beautiful and comfortable! The king-size bed was heaven to sleep on. Although we didn't need the kitchen for our one-night stay, it was well-stocked and accommodating and included a separate coffee bar! The large bathroom with a roomy walk-in shower and great shower head was perfect, and the chandelier - WOW! Nice touch!Communication with the host via e-mail or signs/info at the loft was excellent and appreciated. The entire place was spotless!The only drawback for some may be the staircase to the 3rd-floor with luggage, but we had no trouble (in our 60s), and there is lighting and railings.We would definitely stay again and highly recommend it for visits to Blackburn, Carlinville events, weddings, reunions, etc. Enjoy!Bonus for us - we picked out my engagement ring at the jewelry store that was formerly on the 1st floor about 43 years ago!"
Ann G. 1-night trip
Posted 3 days ago
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

10/10 Excellent
"Such a great experience for the kiddos"
Adam K. 2-night trip
Posted 3 weeks ago
Memorable Family experiences at The Castle of Palmyra.
Home is on the original 1926-1930 Route 66 alignment

Home is on the original 1926-1930 Route 66 alignment

8/10 Good
"This house is wonderful. In a very nice neighborhood, big trees, lovely front porch."
dawn m. 3-night trip
Posted 3 weeks ago
Home is on the original 1926-1930 Route 66 alignment
Luxurious Otter Pointe

Luxurious Otter Pointe

8/10 Good
"Outdoor furniture could not be used due to animal excrement. Inside needed to be cleaned before my family arrived- over ran with cobwebs and spiders. Otherwise we loved the location, Jason was great to work with, accommodating!"
Kimberly F. 4-night trip
Posted 1 month ago
Luxurious Otter Pointe
The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"

10/10 Excellent
"Farmhouse loft was a great place for us to stay for a family weekend. It’s close to everything downtown and we could spread out and enjoy the loft has to offer. Check-in was so easy! There were no issues with our stay at all! I’m excited that there is this option to stay when we visit relatives in town"
Cindy S. 2-night trip
Posted 1 month ago
The Farmhouse Loft "Greene County's Guesthouse"
The Carlinville Cottage

The Carlinville Cottage

10/10 Excellent
"Return visit for us. Well located with ample space for a family and nice yard. Clean well appointed. Highly recommend. We will stay again!"
kathy b. 4-night trip
Posted 3 months ago
The Carlinville Cottage
Heritage House- 3 Bed, 1 Bath Newly Remodeled Modern Whole House Rental, Yard

Heritage House- 3 Bed, 1 Bath Newly Remodeled Modern Whole House Rental, Yard

10/10 Excellent
"Location was perfect for an event at the Walnut Hill Estates. Very family friendly, host provided all the comforts of home! House is nicely decorated with newer fixtures, good kitchen layout and a backyard space for cooking and gathering friends.I would book again!"
Julie S. 2-night trip
Posted 4 months ago
Heritage House- 3 Bed, 1 Bath Newly Remodeled Modern Whole House Rental, Yard

More cheap stays in Chesterfield

Carlin Villa Motel

Carlin Villa Motel

18891 Rt 4 Old Rt 66 Carlinville IL
SAR 274
SAR 304 total
4 Oct - 5 Oct
includes taxes & fees
Carlin Villa Motel
Super 8 by Wyndham Staunton

Super 8 by Wyndham Staunton

1527 Herman Rd Staunton IL
SAR 290
SAR 322 total
14 Oct - 15 Oct
includes taxes & fees
8.6/10 Excellent! (819 reviews)
Super 8 by Wyndham Staunton
Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jerseyville

1303 State Highway 109 Jerseyville IL
SAR 399
SAR 443 total
25 Oct - 26 Oct
includes taxes & fees
8/10 Very Good! (372 reviews)
Super 8 by Wyndham Jerseyville
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

11 Thunderbird Circle Litchfield IL
SAR 430
SAR 472 total
24 Oct - 25 Oct
includes taxes & fees
Hampton Inn by Hilton Litchfield

Frequently asked questions

What's the best place to stay in Chesterfield?
Located 21.3 mi (34.3 km) from the heart of Chesterfield, Hampton Inn by Hilton Litchfield is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Super 8 by Wyndham Staunton and Carlin Villa Motel. See all available top hotels, or vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes! You'll find that most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
Where can I learn more about changing or cancelling my trip to Chesterfield?
To find more details about updating your trip to Chesterfield or cancelling it, head over to our customer service page.
How is it to stay in Chesterfield?
Travelers to Chesterfield will find plenty to explore and enjoy. There are 28 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.
What should I see while I'm in Chesterfield?
Places to visit in the wider area include Carlinville Public Square, American Legion Fairgrounds, and Cheney Mansion. You'll also find Beaver Dam State Park and Westlake Golf Course in the area. Check out what more to see and do in Expedia's Chesterfield guide.
What's the weather like in Chesterfield?
The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chesterfield is 49 inches.